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The "Cruel Intentions" Cast, Then And Now

Sixteen years is a long time.

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Ryan Phillippe/ Sebastian Valmont

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Columbia Pictures / Frederick M. Brown / Getty Images
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Columbia Pictures / Frederick M. Brown / Getty Images

Swoosie Kurtz/ Dr. Greenbaum

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Sarah Michelle Gellar / Kathryn Merteuil

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Selma Blair / Cecile Caldwell

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Tara Reid / Marci Greenbaum

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Sean Patrick Thomas / Ronald Clifford

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Joshua Jackson

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Eric Mabius / Greg McConnell

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Christine Baranski / Bunny Caldwell

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Louise Fletcher / Helen Rosemond

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Reese Witherspoon / Annette Hargrove

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Columbia Pictures / Kevin Winter / Getty Images
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Columbia Pictures / Kevin Winter / Getty Images
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